Virgin Voyages' guide to Boston, Massachusetts
A revolutionary city where cobblestone streets meet cutting-edge culture, Fenway franks meet harborfront hangouts & 24-hour Italian bakeries meet modern museums – Boston, Massachusetts is a beautiful city brimming with history and colonial charm.
Where Revolution Meets Revelry
A fiercely proud, history-soaked harbor city where our founding fathers once marched the cobblestone streets, Boston is now world-renowned for its ivy-covered universities, steepled skyline views, bountiful bakeries, (obviously) baseball, and more Irish pubs than one could count. Boasting over 400 years of history, making it one of the oldest cities in America, docking here drops you into the home of the American Revolution – and it shows.
A clever mix of past and present, you’ll notice Boston has aged like a pint of fine barrel-aged Sam Adams. Walk the labyrinths of Colonial architecture, sleek glass towers, Beacon Hill brownstones and state-of-the-art skyscrapers, grabbing a cannoli in the North End along the way. Kayak the Charles River, visit Fenway Park, stroll Harvard Square, peruse the shops of Quincy Market and embrace the countless museums. No matter how you spend your time here, whether it’s touring the Sam Adams factory or the Museum of Fine Arts, you’re bound to have an amazing time in Beantown.
Shore Excursions
Buzzing around Beantown
Time-honored taverns, sunset sips & revolutionary eats.
Liberty & Libations: A Boston Pub Crawl
History class, but make it a pub crawl. Start at Warren Tavern, the oldest in Massachusetts, where Washington’s funeral speech was given. Then, head to the Green Dragon Tavern, where the Sons of Liberty plotted the revolution over pints. Finally, pull up a stool at The Bell in Hand, America’s oldest continuously operating tavern, for clam chowder and a Sam Adams. Follow your guide or linger longer — either way, you’ll leave both enlightened and delightfully buzzed.
Golden Hour on the Harbor
Golden hour just got an upgrade. Board a boat at Long Wharf and toast to breathtaking views as Boston’s skyline glows in the fading sunlight. Sip on a beer or wine while cruising past the Charlestown Navy Yard, the USS Constitution, and the Old North Church steeple. A narrated tour fills in the fascinating history, but the real show is the city at sunset. Afterward, return to port or stay in town to keep the night going — because Boston after dark is a vibe of its own.
Battlefields & Boston Feels
Step into the stories that shaped a nation and a city that still makes history. Stand where Minutemen made their daring stand in Lexington, cross the Old North Bridge in Concord, and wander Harvard Square, where ideas have sparked revolutions of their own. Then, grab a bite at Quincy Market before tracing Paul Revere’s legendary ride through the North End. From battle cries to Boston vibes, this day-long adventure is packed with history, charm, and a touch of rebellion.
More Shore Things for your wishlist...
We have even more in our curated catalog.
Boston baked bites all night!
Boston is home to several (famous) 24-hour bakeries.
With over 400 years of History, from the red-bricked Freedom Trail and Paul Revere’s iconic midnight ride through the north end to the modern art galleries and cocktail-slinging rooftop bars of today, Boston’s undeniably one of the most dynamic cities in America. Sip espresso on the same streets once marched by powdered wig-patriots, shop designer labels along breathtaking Beacon Hill brownstones, eat a hot dog at Fenway Park and walk centuries-old burial grounds while hearing tales of beantown lore.
Whether you came for the history, the baseball, the beer, or the baked beans – you’ll leave with a deep appreciation for a city that’s as bold as its accent and as layered as its legacy.
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